Sodium Hydroxide → HCID 44441213, compound

HRID 1268336Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([O:23]CC)=[O:22])=[CH:15][CH:14]=2)[CH:5]=[C:6]([Br:8])[CH:7]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:26][CH2:27][CH3:28])[C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)[CH:5]=[C:6]([Br:8])[CH:7]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86589962HCID 86589962, compound

Product 1

HCID 44441213HCID 44441213, compoundYield 20%

Procedure

The title compound was prepared from (E)-(S)-ethyl 3-{4-[3-(3,5-dibromophenyl)-allyloxy]-phenyl}-2-ethoxy-propionate (example 119) (512 mg, 1.0 mmol) and sodium hydroxide (1M, 10 ml, 10 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-3-{4-[3-(3,5-dibromophenyl)-allyloxy]-phenyl}-2-ethoxy-propionic acid (96 mg, 20%) as a colourless gum.

Sources & evidence

ORD record: ord-ac4f641d19bc44c88ab84b04ad36a665
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06555577B1

Reaction notes

Loading…